Dipyrrin‐Bis( N ‐Confused Porphyrin) Conjugate: Synthesis, Synergetic Ligation and Chirality Sensing | Zendy

Wojaczyński Jacek | Zendy; Maciołek Justyna | Zendy; Chmielewski Piotr J. | Zendy

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Dipyrrin‐Bis( N ‐Confused Porphyrin) Conjugate: Synthesis, Synergetic Ligation and Chirality Sensing

Author(s) -

Wojaczyński Jacek,

Maciołek Justyna,

Chmielewski Piotr J.

Publication year - 2017

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201700129

Subject(s) - conjugate , chemistry , pyrrole , porphyrin , conjugated system , adduct , free base , solid state , valence (chemistry) , aryl , chirality (physics) , stereochemistry , polymer chemistry , crystallography , photochemistry , organic chemistry , polymer , mathematical analysis , salt (chemistry) , alkyl , mathematics , chiral symmetry breaking , quantum mechanics , physics , nambu–jona lasinio model , quark

A fully conjugated system 4 consisting of two 2‐aza‐21‐carbaporphyrin (NCP) subunits bridged by dipyrrin was synthesized by a highly selective condensation of 3‐pyrrole‐NCP 2 with aryl aldehydes. The free base 4 as well as its silver(III) complex 5 exhibited flexibility of the bridge allowing synergetic binding of Ag I , thus leading to a mixed‐valence tetraporphyrinic assembly consisting of eight silver atoms which was characterized both in the solid state and in solution. Binding of chiral acid by 4 and 5 was shown by observation of an induced optical activity of the adducts.

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